@Arianna Crawford when you say boyfriend that makes me nervous. If you are committed enough to own property together and share bills then you are putting yourselves ( and he is to) at risk for a messy ending. A divorce is bad enough legally but a girlfriend/boyfriend split with joint property and joint bills, etc, is something that would scare me. Just make sure you are legally protecting yourself. As far as your question, if you can comfortable keep the rental and it cash flows 10% of what you have invested then you should keep it. Just the appreciation, mortgage pay down, and the tax benefits should offset any downturn in the market if that should occur. If keeping the rental will cause you a financial strain and being that you are in a boyfriend/girlfriend relationship I would sell. If you sell make sure you split to proceeds. I wish you the best, if you were my daughter I would be extremely nervous Dad, same goes if you boyfriend was my son. My commit is not about your relationship but about the legal protection you don't have in this type of situation.